RU2634900C2 - Спироциклические пирролопиразин(пиперидин)амиды в качестве модуляторов ионных каналов - Google Patents

Info

Publication number

RU2634900C2

RU2634900C2 RU2013140401A RU2013140401A RU2634900C2 RU 2634900 C2 RU2634900 C2 RU 2634900C2 RU 2013140401 A RU2013140401 A RU 2013140401A RU 2013140401 A RU2013140401 A RU 2013140401A RU 2634900 C2 RU2634900 C2 RU 2634900C2

Authority

RU

Russia

Prior art keywords

och

alkyl

pain

compound

spiro

Prior art date

2011-02-02

Links

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• ISBSMPKNXYWULR-UHFFFAOYSA-N 1-[1'-(5-ethylpyridine-2-carbonyl)-2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl]-2,2,2-trifluoroethanone Chemical compound N1=CC(CC)=CC=C1C(=O)N1CCC2(C3=CC=C(N3CCN2C)C(=O)C(F)(F)F)CC1 ISBSMPKNXYWULR-UHFFFAOYSA-N 0.000 description 1
• CEXWHZCFOLFVNP-UHFFFAOYSA-N 1-[1'-[3-(hydroxymethyl)-4-propan-2-yloxybenzoyl]-2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl]ethanone Chemical compound C1=C(CO)C(OC(C)C)=CC=C1C(=O)N1CCC2(C3=CC=C(N3CCN2C)C(C)=O)CC1 CEXWHZCFOLFVNP-UHFFFAOYSA-N 0.000 description 1
• YCCDRCLCFVRLJD-UHFFFAOYSA-N 1-[1'-[3-fluoro-4-(2-hydroxypropan-2-yl)benzoyl]-2,4,4-trimethylspiro[3h-pyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl]ethanone Chemical compound CN1CC(C)(C)N2C(C(C)=O)=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(C(C)(C)O)C(F)=C1 YCCDRCLCFVRLJD-UHFFFAOYSA-N 0.000 description 1
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• CZOMPIPVKPGYIQ-UHFFFAOYSA-N 1-[1'-[3-fluoro-4-(2-hydroxypropan-2-yl)benzoyl]-2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl]-2-methylpropan-1-one Chemical compound CC(C)C(=O)C1=CC=C2N1CCN(C)C2(CC1)CCN1C(=O)C1=CC=C(C(C)(C)O)C(F)=C1 CZOMPIPVKPGYIQ-UHFFFAOYSA-N 0.000 description 1
• UFKOFQWUYKDHSJ-UHFFFAOYSA-N 1-[1'-[3-fluoro-4-(2-hydroxypropan-2-yl)benzoyl]-2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl]ethanone Chemical compound CN1CCN2C(C(C)=O)=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(C(C)(C)O)C(F)=C1 UFKOFQWUYKDHSJ-UHFFFAOYSA-N 0.000 description 1
• MJYHZXYDIQLPIU-UHFFFAOYSA-N 1-[1'-[3-fluoro-4-(3-methoxyprop-1-ynyl)benzoyl]-2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl]ethanone Chemical compound C1=C(F)C(C#CCOC)=CC=C1C(=O)N1CCC2(C3=CC=C(N3CCN2C)C(C)=O)CC1 MJYHZXYDIQLPIU-UHFFFAOYSA-N 0.000 description 1
• HGPFDFXRVRAOBX-UHFFFAOYSA-N 1-[1'-[3-methoxy-4-(2,2,2-trifluoroethoxymethyl)benzoyl]-2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl]ethanone Chemical compound C1=C(COCC(F)(F)F)C(OC)=CC(C(=O)N2CCC3(CC2)C2=CC=C(N2CCN3C)C(C)=O)=C1 HGPFDFXRVRAOBX-UHFFFAOYSA-N 0.000 description 1
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• SULRPQRYHPSUFZ-UHFFFAOYSA-N 1-[1'-[4-(difluoromethylsulfonyl)benzoyl]-2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl]ethanone Chemical compound CN1CCN2C(C(C)=O)=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(S(=O)(=O)C(F)F)C=C1 SULRPQRYHPSUFZ-UHFFFAOYSA-N 0.000 description 1
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• NCIWZAFYUBRDAD-UHFFFAOYSA-N 2,2,2-trifluoro-1-[1'-(5-methoxy-6-methylpyridine-2-carbonyl)-2,4-dimethylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl]ethanone Chemical compound N1=C(C)C(OC)=CC=C1C(=O)N1CCC2(C3=CC=C(N3C(C)CN2C)C(=O)C(F)(F)F)CC1 NCIWZAFYUBRDAD-UHFFFAOYSA-N 0.000 description 1
• JGLRMCNDVYLUJF-UHFFFAOYSA-N 2,2,2-trifluoro-1-[1'-(5-methoxy-6-methylpyridine-2-carbonyl)-2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl]ethanone Chemical compound N1=C(C)C(OC)=CC=C1C(=O)N1CCC2(C3=CC=C(N3CCN2C)C(=O)C(F)(F)F)CC1 JGLRMCNDVYLUJF-UHFFFAOYSA-N 0.000 description 1
• QKZAWHMATDQEJN-UHFFFAOYSA-N 2,2,2-trifluoro-1-[1'-(5-methoxy-6-methylpyridine-2-carbonyl)-3,3-dimethylspiro[2,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl]ethanone Chemical compound N1=C(C)C(OC)=CC=C1C(=O)N1CCC2(C3=CC=C(N3CC(C)(C)N2)C(=O)C(F)(F)F)CC1 QKZAWHMATDQEJN-UHFFFAOYSA-N 0.000 description 1
• QSQSWCFXZNAEOV-UHFFFAOYSA-N 2,2,2-trifluoro-1-[1'-(5-methoxy-6-methylpyridine-2-carbonyl)-4-methylspiro[3,4-dihydro-2h-pyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl]ethanone Chemical compound N1=C(C)C(OC)=CC=C1C(=O)N1CCC2(C3=CC=C(N3C(C)CN2)C(=O)C(F)(F)F)CC1 QSQSWCFXZNAEOV-UHFFFAOYSA-N 0.000 description 1
• AORJHZZRQGAWQZ-UHFFFAOYSA-N 2,2,2-trifluoro-1-[1'-(6-methoxy-5-propan-2-yloxypyridine-2-carbonyl)-2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl]ethanone Chemical compound C1=C(OC(C)C)C(OC)=NC(C(=O)N2CCC3(CC2)C2=CC=C(N2CCN3C)C(=O)C(F)(F)F)=C1 AORJHZZRQGAWQZ-UHFFFAOYSA-N 0.000 description 1
• TYIZKZFPNNIWMD-UHFFFAOYSA-N 2,2,2-trifluoro-1-[1'-[3-(hydroxymethyl)-4-propan-2-yloxybenzoyl]-2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl]ethanone Chemical compound C1=C(CO)C(OC(C)C)=CC=C1C(=O)N1CCC2(C3=CC=C(N3CCN2C)C(=O)C(F)(F)F)CC1 TYIZKZFPNNIWMD-UHFFFAOYSA-N 0.000 description 1
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• OUAZJAXEKXJUHB-UHFFFAOYSA-N 2,2,2-trifluoro-1-[1'-[3-methoxy-4-(2-methoxyethoxy)benzoyl]-2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl]ethanone Chemical compound C1=C(OC)C(OCCOC)=CC=C1C(=O)N1CCC2(C3=CC=C(N3CCN2C)C(=O)C(F)(F)F)CC1 OUAZJAXEKXJUHB-UHFFFAOYSA-N 0.000 description 1
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• BXKMDMSGKCBFFG-UHFFFAOYSA-N [3-fluoro-4-(1-hydroxycyclobutyl)phenyl]-[8-fluoro-2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound CN1CCN2C(C(F)(F)F)=CC(F)=C2C1(CC1)CCN1C(=O)C(C=C1F)=CC=C1C1(O)CCC1 BXKMDMSGKCBFFG-UHFFFAOYSA-N 0.000 description 1
• FJHWVNFVVNWIEV-UHFFFAOYSA-N [3-fluoro-4-(2-hydroxy-2-methylpropyl)phenyl]-[2-methyl-6-(1,1,2,2,2-pentafluoroethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound CN1CCN2C(C(F)(F)C(F)(F)F)=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(CC(C)(C)O)C(F)=C1 FJHWVNFVVNWIEV-UHFFFAOYSA-N 0.000 description 1
• MICLXWSVQXABGM-UHFFFAOYSA-N [3-fluoro-4-(2-hydroxypropan-2-yl)phenyl]-[2-methyl-6-(1,1,2,2,2-pentafluoroethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound CN1CCN2C(C(F)(F)C(F)(F)F)=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(C(C)(C)O)C(F)=C1 MICLXWSVQXABGM-UHFFFAOYSA-N 0.000 description 1
• QWMJJBMXHHHCET-UHFFFAOYSA-N [3-fluoro-4-(2-hydroxypropan-2-yl)phenyl]-[8-fluoro-2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound CN1CCN2C(C(F)(F)F)=CC(F)=C2C1(CC1)CCN1C(=O)C1=CC=C(C(C)(C)O)C(F)=C1 QWMJJBMXHHHCET-UHFFFAOYSA-N 0.000 description 1
• DVQIIENEIFKGRK-UHFFFAOYSA-N [3-methoxy-4-(2-methoxyethoxy)phenyl]-[2-methyl-6-(1,1,2,2,2-pentafluoroethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(OC)C(OCCOC)=CC=C1C(=O)N1CCC2(C3=CC=C(N3CCN2C)C(F)(F)C(F)(F)F)CC1 DVQIIENEIFKGRK-UHFFFAOYSA-N 0.000 description 1
• CJZLYROGMGLYGS-UHFFFAOYSA-N [3-methoxy-4-[(2-methylpropan-2-yl)oxy]phenyl]-[2-methyl-6-(1,1,2,2,2-pentafluoroethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(OC(C)(C)C)C(OC)=CC(C(=O)N2CCC3(CC2)C2=CC=C(N2CCN3C)C(F)(F)C(F)(F)F)=C1 CJZLYROGMGLYGS-UHFFFAOYSA-N 0.000 description 1
• PZKYPTCBJQWHHX-UHFFFAOYSA-N [3-methoxy-4-[(2-methylpropan-2-yl)oxy]phenyl]-[2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(OC(C)(C)C)C(OC)=CC(C(=O)N2CCC3(CC2)C2=CC=C(N2CCN3C)C(F)(F)F)=C1 PZKYPTCBJQWHHX-UHFFFAOYSA-N 0.000 description 1
• LMMZAJGNPBTCBD-UHFFFAOYSA-N [3-methoxy-4-[(2-methylpropan-2-yl)oxy]phenyl]-[6-(trifluoromethyl)spiro[3,4-dihydro-2h-pyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(OC(C)(C)C)C(OC)=CC(C(=O)N2CCC3(CC2)C2=CC=C(N2CCN3)C(F)(F)F)=C1 LMMZAJGNPBTCBD-UHFFFAOYSA-N 0.000 description 1
• KIOPGPYXNMSLIJ-UHFFFAOYSA-N [4,4-dimethyl-6-(trifluoromethyl)spiro[2,3-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]-(3-fluoro-4-propan-2-yloxyphenyl)methanone Chemical compound C1=C(F)C(OC(C)C)=CC=C1C(=O)N1CCC2(C3=CC=C(N3C(C)(C)CN2)C(F)(F)F)CC1 KIOPGPYXNMSLIJ-UHFFFAOYSA-N 0.000 description 1
• MRABPKIXOZJEII-UHFFFAOYSA-N [4,4-dimethyl-6-(trifluoromethyl)spiro[2,3-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]-(3-methoxy-4-propan-2-yloxyphenyl)methanone Chemical compound C1=C(OC(C)C)C(OC)=CC(C(=O)N2CCC3(CC2)C2=CC=C(N2C(C)(C)CN3)C(F)(F)F)=C1 MRABPKIXOZJEII-UHFFFAOYSA-N 0.000 description 1
• VICPODJCXHEFKA-UHFFFAOYSA-N [4,4-dimethyl-6-(trifluoromethyl)spiro[2,3-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]-(3-methyl-4-propan-2-yloxyphenyl)methanone Chemical compound C1=C(C)C(OC(C)C)=CC=C1C(=O)N1CCC2(C3=CC=C(N3C(C)(C)CN2)C(F)(F)F)CC1 VICPODJCXHEFKA-UHFFFAOYSA-N 0.000 description 1
• UUERSKGGYQLRDQ-UHFFFAOYSA-N [4,4-dimethyl-6-(trifluoromethyl)spiro[2,3-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]-[4-(2-hydroxypropan-2-yl)-3-methylphenyl]methanone Chemical compound C1=C(C(C)(C)O)C(C)=CC(C(=O)N2CCC3(CC2)C2=CC=C(N2C(C)(C)CN3)C(F)(F)F)=C1 UUERSKGGYQLRDQ-UHFFFAOYSA-N 0.000 description 1
• WWJNRYCXICCCHV-UHFFFAOYSA-N [4-(1-hydroxy-2-methylpropan-2-yl)-3-methoxyphenyl]-[2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(C(C)(C)CO)C(OC)=CC(C(=O)N2CCC3(CC2)C2=CC=C(N2CCN3C)C(F)(F)F)=C1 WWJNRYCXICCCHV-UHFFFAOYSA-N 0.000 description 1
• OPMGXFROLLIBQN-UHFFFAOYSA-N [4-(1-hydroxy-2-methylpropan-2-yl)-3-methoxyphenyl]-[6-(trifluoromethyl)spiro[3,4-dihydro-2h-pyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(C(C)(C)CO)C(OC)=CC(C(=O)N2CCC3(CC2)C2=CC=C(N2CCN3)C(F)(F)F)=C1 OPMGXFROLLIBQN-UHFFFAOYSA-N 0.000 description 1
• JZTOLHHOMZTGAV-UHFFFAOYSA-N [4-(1-hydroxycyclopentyl)phenyl]-[2-methyl-6-(1,1,2,2,2-pentafluoroethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound CN1CCN2C(C(F)(F)C(F)(F)F)=CC=C2C1(CC1)CCN1C(=O)C(C=C1)=CC=C1C1(O)CCCC1 JZTOLHHOMZTGAV-UHFFFAOYSA-N 0.000 description 1
• UIJGQYBEZXPUQG-UHFFFAOYSA-N [4-(2-hydroxyethoxy)-3-methoxyphenyl]-[2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(OCCO)C(OC)=CC(C(=O)N2CCC3(CC2)C2=CC=C(N2CCN3C)C(F)(F)F)=C1 UIJGQYBEZXPUQG-UHFFFAOYSA-N 0.000 description 1
• YIYNUEQJVRSJOU-UHFFFAOYSA-N [4-(2-hydroxypropan-2-yl)-3-methoxyphenyl]-[2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(C(C)(C)O)C(OC)=CC(C(=O)N2CCC3(CC2)C2=CC=C(N2CCN3C)C(F)(F)F)=C1 YIYNUEQJVRSJOU-UHFFFAOYSA-N 0.000 description 1
• ONSSLEUMXBVORL-UHFFFAOYSA-N [4-(2-hydroxypropan-2-yl)-3-methoxyphenyl]-[6-(trifluoromethyl)spiro[3,4-dihydro-2h-pyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(C(C)(C)O)C(OC)=CC(C(=O)N2CCC3(CC2)C2=CC=C(N2CCN3)C(F)(F)F)=C1 ONSSLEUMXBVORL-UHFFFAOYSA-N 0.000 description 1
• OQFGYKPKEXVOBP-UHFFFAOYSA-N [4-(2-hydroxypropan-2-yl)-3-methylphenyl]-(2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl)methanone Chemical compound CN1CCN2C=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(C(C)(C)O)C(C)=C1 OQFGYKPKEXVOBP-UHFFFAOYSA-N 0.000 description 1
• KITWJTZCGLABAV-UHFFFAOYSA-N [4-(2-hydroxypropan-2-yl)-3-methylphenyl]-[2-methyl-6-(1,1,2,2,2-pentafluoroethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound CN1CCN2C(C(F)(F)C(F)(F)F)=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(C(C)(C)O)C(C)=C1 KITWJTZCGLABAV-UHFFFAOYSA-N 0.000 description 1
• HZNGDLMLGYRGQL-UHFFFAOYSA-N [4-(2-hydroxypropan-2-yl)-3-methylphenyl]-[2-methyl-6-(2,2,2-trifluoroethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound CN1CCN2C(CC(F)(F)F)=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(C(C)(C)O)C(C)=C1 HZNGDLMLGYRGQL-UHFFFAOYSA-N 0.000 description 1
• WFMWXPRXRYFRBD-UHFFFAOYSA-N [4-(2-hydroxypropan-2-yl)-3-methylphenyl]-[2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound CN1CCN2C(C(F)(F)F)=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(C(C)(C)O)C(C)=C1 WFMWXPRXRYFRBD-UHFFFAOYSA-N 0.000 description 1
• KPPZXXILJDWOOE-UHFFFAOYSA-N [4-(2-hydroxypropan-2-yl)-3-methylphenyl]-[6-(trifluoromethyl)spiro[3,4-dihydro-2h-pyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(C(C)(C)O)C(C)=CC(C(=O)N2CCC3(CC2)C2=CC=C(N2CCN3)C(F)(F)F)=C1 KPPZXXILJDWOOE-UHFFFAOYSA-N 0.000 description 1
• CKZOBLISDTVMCZ-UHFFFAOYSA-N [4-(2-hydroxypropan-2-yl)phenyl]-[2-(2-methoxyethyl)-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound COCCN1CCN2C(C(F)(F)F)=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(C(C)(C)O)C=C1 CKZOBLISDTVMCZ-UHFFFAOYSA-N 0.000 description 1
• QENPHQVTBGUAOZ-UHFFFAOYSA-N [4-(2-hydroxypropan-2-yl)phenyl]-[2-methyl-6-(1,1,2,2,2-pentafluoroethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound CN1CCN2C(C(F)(F)C(F)(F)F)=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(C(C)(C)O)C=C1 QENPHQVTBGUAOZ-UHFFFAOYSA-N 0.000 description 1
• RQVNJBFBWHVASZ-UHFFFAOYSA-N [4-(2-hydroxypropan-2-yl)phenyl]-[2-methyl-6-(1-methylcyclopropanecarbonyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound CN1CCN2C(C(=O)C3(C)CC3)=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(C(C)(C)O)C=C1 RQVNJBFBWHVASZ-UHFFFAOYSA-N 0.000 description 1
• YBYLKKRTRUDFPN-UHFFFAOYSA-N [4-(2-hydroxypropan-2-yl)phenyl]-[2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound CN1CCN2C(C(F)(F)F)=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(C(C)(C)O)C=C1 YBYLKKRTRUDFPN-UHFFFAOYSA-N 0.000 description 1
• KPRQRNOPISDRQW-UHFFFAOYSA-N [4-(3-hydroxypropoxy)-3-methylphenyl]-[2-methyl-6-(1,1,2,2,2-pentafluoroethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound CN1CCN2C(C(F)(F)C(F)(F)F)=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(OCCCO)C(C)=C1 KPRQRNOPISDRQW-UHFFFAOYSA-N 0.000 description 1
• IYFGHOICCINWIJ-UHFFFAOYSA-N [4-(difluoromethoxy)-3-methoxyphenyl]-[8-fluoro-2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(OC(F)F)C(OC)=CC(C(=O)N2CCC3(CC2)C2=C(F)C=C(N2CCN3C)C(F)(F)F)=C1 IYFGHOICCINWIJ-UHFFFAOYSA-N 0.000 description 1
• UWYXMLDYYAKXCK-UHFFFAOYSA-N [4-(difluoromethylsulfonyl)phenyl]-[8-fluoro-2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound CN1CCN2C(C(F)(F)F)=CC(F)=C2C1(CC1)CCN1C(=O)C1=CC=C(S(=O)(=O)C(F)F)C=C1 UWYXMLDYYAKXCK-UHFFFAOYSA-N 0.000 description 1
• YECKGAPYNFQXCS-QGZVFWFLSA-N [4-[(2r)-butan-2-yl]oxy-3-methoxyphenyl]-(6-chloro-2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl)methanone Chemical compound C1=C(OC)C(O[C@H](C)CC)=CC=C1C(=O)N1CCC2(C3=CC=C(Cl)N3CCN2C)CC1 YECKGAPYNFQXCS-QGZVFWFLSA-N 0.000 description 1
• NQTQSACACZAQHZ-QGZVFWFLSA-N [4-[(2r)-butan-2-yl]oxy-3-methoxyphenyl]-[2-methyl-6-(1,1,2,2,2-pentafluoroethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(OC)C(O[C@H](C)CC)=CC=C1C(=O)N1CCC2(C3=CC=C(N3CCN2C)C(F)(F)C(F)(F)F)CC1 NQTQSACACZAQHZ-QGZVFWFLSA-N 0.000 description 1
• WDKFAVOTCWXQDM-QGZVFWFLSA-N [4-[(2r)-butan-2-yl]oxy-3-methoxyphenyl]-[2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(OC)C(O[C@H](C)CC)=CC=C1C(=O)N1CCC2(C3=CC=C(N3CCN2C)C(F)(F)F)CC1 WDKFAVOTCWXQDM-QGZVFWFLSA-N 0.000 description 1
• MNKURRUIRKSUIZ-MRXNPFEDSA-N [4-[(2r)-butan-2-yl]oxy-3-methoxyphenyl]-[6-(trifluoromethyl)spiro[3,4-dihydro-2h-pyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(OC)C(O[C@H](C)CC)=CC=C1C(=O)N1CCC2(C3=CC=C(N3CCN2)C(F)(F)F)CC1 MNKURRUIRKSUIZ-MRXNPFEDSA-N 0.000 description 1
• RJHVBKFDQAADPP-MRXNPFEDSA-N [4-[(2r)-butan-2-yl]oxy-3-methoxyphenyl]-[8-fluoro-2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(OC)C(O[C@H](C)CC)=CC=C1C(=O)N1CCC2(C3=C(F)C=C(N3CCN2C)C(F)(F)F)CC1 RJHVBKFDQAADPP-MRXNPFEDSA-N 0.000 description 1
• YECKGAPYNFQXCS-KRWDZBQOSA-N [4-[(2s)-butan-2-yl]oxy-3-methoxyphenyl]-(6-chloro-2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl)methanone Chemical compound C1=C(OC)C(O[C@@H](C)CC)=CC=C1C(=O)N1CCC2(C3=CC=C(Cl)N3CCN2C)CC1 YECKGAPYNFQXCS-KRWDZBQOSA-N 0.000 description 1
• NQTQSACACZAQHZ-KRWDZBQOSA-N [4-[(2s)-butan-2-yl]oxy-3-methoxyphenyl]-[2-methyl-6-(1,1,2,2,2-pentafluoroethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(OC)C(O[C@@H](C)CC)=CC=C1C(=O)N1CCC2(C3=CC=C(N3CCN2C)C(F)(F)C(F)(F)F)CC1 NQTQSACACZAQHZ-KRWDZBQOSA-N 0.000 description 1
• WDKFAVOTCWXQDM-KRWDZBQOSA-N [4-[(2s)-butan-2-yl]oxy-3-methoxyphenyl]-[2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(OC)C(O[C@@H](C)CC)=CC=C1C(=O)N1CCC2(C3=CC=C(N3CCN2C)C(F)(F)F)CC1 WDKFAVOTCWXQDM-KRWDZBQOSA-N 0.000 description 1
• MNKURRUIRKSUIZ-INIZCTEOSA-N [4-[(2s)-butan-2-yl]oxy-3-methoxyphenyl]-[6-(trifluoromethyl)spiro[3,4-dihydro-2h-pyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(OC)C(O[C@@H](C)CC)=CC=C1C(=O)N1CCC2(C3=CC=C(N3CCN2)C(F)(F)F)CC1 MNKURRUIRKSUIZ-INIZCTEOSA-N 0.000 description 1
• RJHVBKFDQAADPP-INIZCTEOSA-N [4-[(2s)-butan-2-yl]oxy-3-methoxyphenyl]-[8-fluoro-2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(OC)C(O[C@@H](C)CC)=CC=C1C(=O)N1CCC2(C3=C(F)C=C(N3CCN2C)C(F)(F)F)CC1 RJHVBKFDQAADPP-INIZCTEOSA-N 0.000 description 1
• KOBGDWGVUODNAU-UHFFFAOYSA-N [4-[2,4-dimethyl-6-(2,2,2-trifluoroacetyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-carbonyl]phenyl] trifluoromethanesulfonate Chemical compound FC(S(=O)(=O)OC1=CC=C(C=C1)C(=O)N1CCC2(CC1)C=1N(C(CN2C)C)C(=CC=1)C(C(F)(F)F)=O)(F)F KOBGDWGVUODNAU-UHFFFAOYSA-N 0.000 description 1
• WSHCPYWRMHAMRU-UHFFFAOYSA-N [4-[2-methyl-6-(2,2,2-trifluoroacetyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-carbonyl]phenyl] trifluoromethanesulfonate Chemical compound CN1CCN2C(C(=O)C(F)(F)F)=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(OS(=O)(=O)C(F)(F)F)C=C1 WSHCPYWRMHAMRU-UHFFFAOYSA-N 0.000 description 1
• FGCGAXHANQZCHM-UHFFFAOYSA-N [4-hydroxy-3-(trifluoromethyl)phenyl]-[2-methyl-6-(1-methylcyclopropanecarbonyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound CN1CCN2C(C(=O)C3(C)CC3)=CC=C2C1(CC1)CCN1C(=O)C1=CC=C(O)C(C(F)(F)F)=C1 FGCGAXHANQZCHM-UHFFFAOYSA-N 0.000 description 1
• GDGJCTUHDJTZOB-UHFFFAOYSA-N [4-methoxy-3-(trifluoromethyl)phenyl]-[2-methyl-6-(1-methylcyclopropanecarbonyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=C(C(F)(F)F)C(OC)=CC=C1C(=O)N1CCC2(C3=CC=C(N3CCN2C)C(=O)C2(C)CC2)CC1 GDGJCTUHDJTZOB-UHFFFAOYSA-N 0.000 description 1
• BPGXMYXFGIMQRD-UHFFFAOYSA-N [5-cyclopropyl-7-(difluoromethyl)pyrazolo[1,5-a]pyrimidin-3-yl]-[2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound CN1CCN2C(C(F)(F)F)=CC=C2C1(CC1)CCN1C(=O)C(=C1N=2)C=NN1C(C(F)F)=CC=2C1CC1 BPGXMYXFGIMQRD-UHFFFAOYSA-N 0.000 description 1
• TWCSOJGGLTWUFP-UHFFFAOYSA-N [7-(difluoromethyl)-5-methylpyrazolo[1,5-a]pyrimidin-3-yl]-[2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-yl]methanone Chemical compound C1=NN2C(C(F)F)=CC(C)=NC2=C1C(=O)N(CC1)CCC21C1=CC=C(C(F)(F)F)N1CCN2C TWCSOJGGLTWUFP-UHFFFAOYSA-N 0.000 description 1
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